Skip To Content

286 Black Rock Turnpike

Redding, CT 06896
  • $1,329,000
  • STATUS: Active Under Contract
  • ON SITE: 61 Days
  • MLS #: 24191583
Under Contract
UPDATED: 68 min ago
$1,329,000
  • 5
    BEDS
  • 2.37
    ACRES
  • 4
    BATHS
  • 1
    1/2 BATHS
  • 4,158
    SQFT
  • $320
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1708
County:
Area:

School Information

Elementary School:
Middle School:
High School:

Description

The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this exceptional property is privately situated on 2.37 park-like acres and showcases timeless craftsmanship, meticulous maintenance, and thoughtful updates throughout. Offering more than 4,100 square feet of living space, this distinguished 12 room residence features 5 bedrooms, 4 updated full baths, and an updated half bath. Details include the original historic front door, exposed beams, paned windows, hardwood floors, five fireplaces (one gas fireplace in the family room and four wood-burning fireplaces), and abundant natural light throughout. Designed for both elegant entertaining and comfortable everyday living, the home offers gracious living and dining spaces with exceptional versatility, including a private entrance to a potential home office, study, or guest suite with Jotul cast iron gas stove. The chef's kitchen serves as the heart of the home, featuring high-end appliances, modern finishes, a large center island, generous pantry with prep sink, additional refrigerator, and abundant workspace. The kitchen flows seamlessly to the expansive deck, creating a wonderful indoor-outdoor living experience. The beautifully landscaped grounds provide a private retreat enhanced by brick walkways, stone retaining walls, mature trees, and a gated driveway with additional parking. A spectacular 1,000-square-foot stone patio with a working stone fireplace offers an exceptional setting for outdoor entertaining, dining, and relaxation. The property's 720-square-foot barn with loft provides three-car garage capacity, workshop space, storage, and potential for a studio or hobby area. Additional amenities include a storage shed and basketball court, adding to the property's versatility and appeal. Meticulously maintained and thoughtfully updated, the home features oil-fired forced-air heat, central air conditioning, a new oil tank, updated 200 amp electrical service, new balcony roof, and new cedar fencing enhancing privacy and curb appeal. This extraordinary Greek Revival estate offers a rare combination of historic character, modern comfort, privacy, and exceptional outdoor amenities. Move-in ready and rich in history, it presents a unique opportunity to own one of Connecticut's treasured historic properties while enjoying the conveniences of today's lifestyle. Located in Fairfield County, Redding is a picturesque New England community known for its natural beauty, privacy, and strong sense of community. Surrounded by rolling hills, preserved open space, and miles of scenic trails, Redding offers a peaceful country lifestyle with convenient access to excellent schools, local amenities, neighboring towns, and commuter routes to New York City.

Monthly Payment Calculator



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Data last updated: 2026-09-15T17:10:15.847.
www.lowerhudsonvalleyproperties.com/homes/178835385
Print Image

286 Black Rock Turnpike Redding, CT 06896

  • Price: $1,329,000
  • Status: Active Under Contract
  • On Site: 61 Days
  • Updated: 68 min ago
  • MLS #: 24191583
5
Beds
4
Baths
1
½ Baths
2.37
Acres
4,158
SQFT
$320
$/SQFT
1708
Built
Neighborhood:
Redding Center
County:
Fairfield
Area:
Redding
Elementary School:
Redding
Middle School:
John Read
High School:
Joel Barlow
Property Description
The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this exceptional property is privately situated on 2.37 park-like acres and showcases timeless craftsmanship, meticulous maintenance, and thoughtful updates throughout. Offering more than 4,100 square feet of living space, this distinguished 12 room residence features 5 bedrooms, 4 updated full baths, and an updated half bath. Details include the original historic front door, exposed beams, paned windows, hardwood floors, five fireplaces (one gas fireplace in the family room and four wood-burning fireplaces), and abundant natural light throughout. Designed for both elegant entertaining and comfortable everyday living, the home offers gracious living and dining spaces with exceptional versatility, including a private entrance to a potential home office, study, or guest suite with Jotul cast iron gas stove. The chef's kitchen serves as the heart of the home, featuring high-end appliances, modern finishes, a large center island, generous pantry with prep sink, additional refrigerator, and abundant workspace. The kitchen flows seamlessly to the expansive deck, creating a wonderful indoor-outdoor living experience. The beautifully landscaped grounds provide a private retreat enhanced by brick walkways, stone retaining walls, mature trees, and a gated driveway with additional parking. A spectacular 1,000-square-foot stone patio with a working stone fireplace offers an exceptional setting for outdoor entertaining, dining, and relaxation. The property's 720-square-foot barn with loft provides three-car garage capacity, workshop space, storage, and potential for a studio or hobby area. Additional amenities include a storage shed and basketball court, adding to the property's versatility and appeal. Meticulously maintained and thoughtfully updated, the home features oil-fired forced-air heat, central air conditioning, a new oil tank, updated 200 amp electrical service, new balcony roof, and new cedar fencing enhancing privacy and curb appeal. This extraordinary Greek Revival estate offers a rare combination of historic character, modern comfort, privacy, and exceptional outdoor amenities. Move-in ready and rich in history, it presents a unique opportunity to own one of Connecticut's treasured historic properties while enjoying the conveniences of today's lifestyle. Located in Fairfield County, Redding is a picturesque New England community known for its natural beauty, privacy, and strong sense of community. Surrounded by rolling hills, preserved open space, and miles of scenic trails, Redding offers a peaceful country lifestyle with convenient access to excellent schools, local amenities, neighboring towns, and commuter routes to New York City.
Exterior Features

Color Tan Direct Waterfront YN No Driveway Type PrivatePaved Exterior Features BarnLightingPatioBalconyShedFruit TreesPorchDeckGarden Area Exterior Siding Clapboard Garage And Parking BarnDetached GaragePavedOff Street ParkingDriveway Lot Description Fence - WoodFence - PartialFence - RailTreedDrySloping LotProfessionally Landscaped Nearby Amenities LibraryMedical FacilitiesParkPrivate School(s)Shopping/MallStables/Riding Parking Total Spaces 8 Roof Information Asphalt Shingle Style Antique Swimming Pool YN No Waterfront Description Not Applicable

Interior Features

Appliances Included Gas RangeMicrowaveRange HoodRefrigeratorSubzeroDishwasherWasherDryer Attic Description Access Via Hatch Attic YN Yes Basement Description FullHeatedStorageInterior AccessPartially FinishedLiveable SpaceFull With Walk-Out Cooling System Ceiling FansCentral AirWhole House FanZoned Fireplaces Total 5 Heat Type Hot Air Interior Features Auto Garage Door OpenerCable - AvailableCentral Vacuum Laundry Room Info Lower Level Living Area SQFTPer Public Record 3788 Rooms Den (Main Level Hardwood Floor) Bedroom (Upper Level Balcony/DeckCeiling FanWalk-In ClosetHardwood Floor) Other (Lower Level Full BathTile Floor) Dining Room (Main Level 9 ft+ CeilingsBeamsFireplaceHardwood Floor) Family Room (Main Level 9 ft+ CeilingsBalcony/DeckWet BarGas Log FireplaceHardwood Floor) Half Bath (Main Level) Primary BR Suite (Upper Level Balcony/DeckBedroom SuiteCeiling FanFireplaceFull BathWalk-In Closet) Bedroom (Upper Level Full BathHardwood Flo Sq Ft Est Heated Above Grade 3788 Sq Ft Est Heated Below Grade 370 Total Rooms 12

Property Features

Agent Owner YN No Bank Owned Property No Energy Features Extra InsulationGenerator ReadyProgrammable ThermostatStorm Doors Exclusions Please see inclusion/exclusion form. Foundation Type ConcreteStone Fuel Tank Location In Basement Heat Fuel Type OilPropane Home Owners Assocation No Home Warranty Offered YN No Hot Water Description 40 Gallon Tank Intermediate School Per Board of Ed New Construction Type No/Resale Potential Short Sale No Sewage System Septic Tax Year July 2026-June 2027 Under Agreement Yn No Water Source Private Well Zoning R-2

Listing information © 2026 Smart MLS
Listing provided courtesy of Nora Ryan of Houlihan Lawrence WD: (203) 787-7800.


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Data last updated: 2026-09-15T17:10:15.847.
 
https://bt-photos.global.ssl.fastly.net/ctmls/1280_boomver_2_24191583-1.jpg https://bt-photos.global.ssl.fastly.net/ctmls/1280_boomver_2_24191583-1.jpg https://bt-photos.global.ssl.fastly.net/ctmls/1280_boomver_2_24191583-1.jpg
Logo
Mark Seiden Real Estate Team
1238 Pleasantville Rd
Briarcliff Manor NY, 10510